反応 #55511

反応方程式

chloroacetonitrile

2-mercaptonicotinic acid

potassium bicarbonate

potassium iodide

dimethylformamide

sodium chloride

→

cyanomethyl 2-(cyanomethylthio)nicotinate

溶媒

water

反応条件

後処理

1. 1
   workup.WAIT, then at 25° for 15 hr
2. 2
   ろ過filtered
3. 3
   workup.DISSOLUTIONThe resulting solid was dissolved in methylene chloride
4. 4
   乾燥dried with magnesium sulfate
5. 5
   その他evaporated

実験手順

12 Grams (0.16 mole) of chloroacetonitrile was added to a stirred suspension of 6.2 g (0.04 mole) of 2-mercaptonicotinic acid, 8.0 g (0.08 mole) of potassium bicarbonate, and 20 g (0.12 mole) of potassium iodide in 100 ml of dimethylformamide at 10° under nitrogen. The reaction was stirred at 10° for 7 hr., then at 25° for 15 hr. The reaction mixture was then poured into water, saturated with sodium chloride and filtered. The resulting solid was dissolved in methylene chloride, dried with magnesium sulfate and evaporated to give 7.5 g of cyanomethyl 2-(cyanomethylthio)nicotinate. m.p. 140°-143° C. NMR (DMSO) δ3.3(s,2); 4.3(s,2); 6.4(dd,1); 7.4(dd,1); 7.8(dd,1).

出典